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Sleepy Hollow Vacation Packages

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A lighthouse with a metal bridge over water during sunset.

Sleepy Hollow
Tarrytown
New York
United States of America
North America
Hotwire.com

Sleepy Hollow Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Stamford Hotel

3.5 out of 5

Price was $429, price is now $334 per person

$334

per person

Oct 20 - Oct 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.

Luxury NY Home 3BR with Easy Parking

3 out of 5

Save 100% on your flight

Price was $3,112, price is now $2,179 per person

$2,179

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

Book a stay at this business-friendly vacation home in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Bronx Zoo and Empire City Casino are located nearby.

3BR Prime Luxury NY - Free Parking

2 out of 5

Price was $1,383, price is now $1,049 per person

$1,049

per person

Oct 9 - Oct 11

found 1 day ago

Roundtrip flight included

Charleston (CHS) to White Plains (HPN)

Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.

Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected.

Reviewed on Mar 30, 2026

Modern Luxury Home w GameRoom & Parking

3.5 out of 5

Save 100% on your flight

Price was $2,149, price is now $1,659 per person

$1,659

per person

Oct 9 - Oct 11

found 1 day ago

Roundtrip flight included

Charleston (CHS) to White Plains (HPN)

Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.

Publicación totalmente falsa, fotos falsas. El lugar no es como lo muestran, no te dan TODO el apartamento como mencionan, te lo dan dividido, nunca más rentaría de nuevo este lugar!

Reviewed on Jul 22, 2026

Spacious Retreat with Game Room

2.5 out of 5

Save 100% on your flight

Price was $713, price is now $557 per person

$557

per person

Oct 20 - Oct 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

Book a stay at this golf lodge in Norwalk. Enjoy free WiFi, free parking, and a garden. Popular attractions Waveny Park and Woodway Park are located nearby.

This was one of the best locations I’ve stayed at in the last year or so, 5 stars across the board in every category. Communications with the host was outstanding as well. I highly recommend staying here. I wish I could’ve stayed more than one night.

Reviewed on Mar 30, 2026

Delamar Greenwich Harbor

4 out of 5

Save 100% on your flight

Price was $987, price is now $772 per person

$772

per person

Oct 20 - Oct 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

Book a stay at this beach hotel in Greenwich. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Rye Playland are located nearby.

The hotel was wonderful and I would recommend it to anyone. We took an uber into NYC. The area is beautiful with many things to.

Reviewed on Jul 26, 2026

Luxury 5 BR Home Free Parking

2 out of 5

Price was $1,019, price is now $801 per person

$801

per person

Oct 9 - Oct 11

found 1 day ago

Roundtrip flight included

Charleston (CHS) to White Plains (HPN)

Stay at this villa in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Westchester's Ridge Hill and Hudson River Museum are located nearby.

Family Cottage with 4 King Beds

2.5 out of 5

Price was $583, price is now $462 per person

$462

per person

Oct 20 - Oct 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

Book a stay at this golf lodge in Norwalk. Enjoy free WiFi, free parking, and a garden. Popular attractions Norwalk Islands and East Norwalk Historical Cemetery are located nearby.

Sleepy Hollow Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.

Stamford Suites

4 out of 5

Downtown Stamford

Price was $650, price is now $531 per person

$531

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)